Formic Acid → HCID 57504584, compound

HRID 1098099Notes

Reaction equation

HRID 1098099 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[N:9]=[CH:10][C:3]=12.[NH2:18][CH2:19][C:20]([OH:22])=[O:21].C(=O)([O-])[O-].[Na+].[Na+].C(O)=O>O>[Cl:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[N:8]1[C:4]2=[N:5][CH:6]=[N:7][C:2]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[C:3]2[CH:10]=[N:9]1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 750GlycineHCID 10340Sodium CarbonateHCID 112655704-Chloro-1-(2-chlorophenyl)-1H-pyrazolo[3,4-D]pyrimidine

Product 1

HCID 57504584HCID 57504584, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-chloro-1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidine (1.3 g, 4.90 mmol) was added to a stirred solution of glycine (0.72 g, 9.59 mmol) and anhydrous sodium carbonate (0.58 g, 5.48 mmol) in water (10 mL). The reaction was refluxed for 2 hrs. The reaction mixture was acidified by the addition of formic acid. The precipitate was filtered, washed with water and dried in vacuo to give the title compound as a colourless solid (1.23 g), 1H NMR (300 MHz, CD3OD) δ 8.32 (s, 1H), 8.24 (s, 1H), 7.66 (m, 1H), 7.54 (m, 3H), 4.34 (s, 2H).

Workup

  1. temperatureThe reaction was refluxed for 2 hrs
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-a63736b0391840fbb201c75af4b88b93
Source dataset
uspto-grants-2012_03
Patent number
US08143263B2

Reaction notes

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